Niobium pentachloride promoted conversion of carboxylic acids to carboxamides: Synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures
A practical method for the conversion of carboxylic acids to the corresponding carboxamides mediated by niobium pentachloride under mild conditions is described. The synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures was accomplished via benzylic lithiation of N-methyl-3,4-dimethoxy-2-(4′-methoxybenzyl)benzamide.
Nery, Marcelo S.,Ribeiro, Renata P.,Lopes, Claudio C.,Lopes, Rosangela S. C.
p. 272 - 276
(2007/10/03)
An Efficient Synthesis of (+/-)-Latifine Dimethyl Ether
4,5-Dimethoxy-3-(4'-methoxyphenyl)phthalide (2) was hydrogenolysed to give 3,4-dimethoxy-2-(4'-methoxybenzyl)benzoic acid (3).The N-methylamide of (3) was lithiated and treated with dimethylformamide to furnish 3,4-dihydro-3-hydroxy-5,6-dimethoxy-4-(4'-me
Gore, Vinayak G.,Narasimhan, Nurani S.
p. 481 - 484
(2007/10/02)
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